Synthesis of novel dansyl appended cyclodextrins. Self-inclusion and sensor properties

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 10, 1997, Pages 2045-2053

  Nelissen, Hubertus F M ^a   Venema, Fokke ^a   Uittenbogaard, René M ^a   Feiters, Martinus C ^a   Nolte, Roeland J M ^a  

^a RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000383461     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a701142c     Document Type: Article

References (38)

1. (a) J. Szejtli, Cyclodextrin technology, Kluwer Academic Publishers, Dordrecht, 1988;
2. (b) M. L. Bender and M. Komiyama, Cyclodextrin Chemistry, Springer Verlag, New York, 1978;
3. (c) G. Wenz, Angew. Chem., Int. Ed. Engl., 1994, 33, 803.
4. R. Corradini, A. Dossena, R. Marchelli, A. Panagia, G. Sartor, M. Saviano, A. Lombardi and V. Pavone, Chem. Eur. J., 1996, 2, 373.
5. (a) A. Ueno, T. Kuwabara, A. Nakamura and F. Toda, Nature, 1992, 356, 136;
6. (b) T. Kuwabara, A. Nakamura, A. Ueno and F. Toda, J. Phys. Chem., 1994, 98, 6297.
7. (a) M. Fukushima, T. Osa and A. Ueno, Chem. Lett., 1991, 709;
8. (b) A. Ueno, M. Fukushima and T. Osa, J. Chem. Soc., Perkin Trans. 2, 1990, 1067.
9. (a) K. Hamasaki, A. Ueno, F. Toda, I. Suzuki and T. Osa, Bull. Chem. Soc. Jpn., 1994, 67, 516;
10. (b) A. Ueno, F. Moriwaki and T. Osa, Tetrahedron Lett., 1987, 43, 1571.
11. (a) A. Ueno, S. Minato, I. Suzuki, M. Fukushima, M. Ohkubo, T. Osa, F. Hamada and K. Murai, Chem. Lett., 1990, 605;
12. (b) Y. Wang, T. Ikeda, A. Ueno and F. Toda, Chem. Lett., 1992, 863;
13. (c) F. Hamada, Y. Kondo, R. Ito, I. Suzuki, T. Osa and A. Ueno, J. Incl. Phenom., 1993, 15, 273;
14. (d) Y. Wang, T. Ikeda, A. Ueno and F. Toda, Bull. Chem. Soc. Jpn., 1994, 67, 1598;
15. (e) M. Nakamura, T. Ikeda, A. Nakamura, H. Ikeda, A. Ueno and F. Toda, Chem. Lett., 1995, 343;
16. (f) M. Nakamura, A. Ikeda, N. Ise, T. Ikeda, H. Ikeda, F. Toda and A. Ueno, J. Chem. Soc., Chem. Commun., 1995, 721;
17. (g) H. Ikeda, M. Nakamura, N. Ise, N. Oguma, A. Nakamura, T. Ikeda, F. Toda and A. Ueno, J. Am. Chem. Soc., 1996, 118, 10 980.
18. F. Venema, C. M. Baselier, M. C. Feiters and R. J. M. Nolte, Tetrahedron Lett., 1994, 35, 8661.
19. (a) B. Gillet, D. J. Nicole and J. J. Delpuech, Tetrahedron Lett., 1982, 23, 65;
20. (b) Y. Yamamoto and Y. Inoue, J. Carbohydr. Chem., 1989, 8, 29.
21. (a) R. I. Gelb, L. M. Schwartz, J. J. Bradshaw and D. A. Laufer, Bioorg. Chem., 1980, 9, 299;
22. (b) R. I. Gelb, L. M. Schwartz and D. A. Laufer, Bioorg. Chem., 1982, 11, 274.
23. (a) F. Venema, C. M. Baselier, E. van Dienst, B. H. M. Ruël, M. C. Feiters, J. F. J. Engbersen, D. N. Reinhoudt and R. J. M. Nolte, Tetrahedron Lett., 1994, 35, 1773;
24. (b) E. van Dienst, B. H. M. Snellink, I. Von Piekartz, M. H. B. Grote Gansey, F. Venema, M. C. Feiters, R. J. M. Nolte, J. F. J. Engbersen and D. N. Reinhoudt, J. Org. Chem., 1995, 60, 6537.
25. M. J. Pregel and E. Buncel, Can. J. Chem., 1991, 69, 130.
26. D. Lagunoff and P. Ottolenghi, Compt. Rend. Lab. Carlsberg, 1966, 35, 63.
27. S. I. van Dijk, P. G. Wiering, C. P. Groen, A. M. Brouwer, J. W. Verhoeven, W. Schuddeboom and J. M. Warman, J. Chem. Soc., Faraday Trans., 1995, 91, 2107.
28. P. V. Demarco and A. L. Thakkar, J. Chem. Soc., Chem. Commun., 1970, 2.
29. A. Ueno, I. Suzuki and T. Osa, J. Am. Chem. Soc., 1989, 111, 6391.
30. M. R. Eftink, M. L. Andy, R. Bystrom, H. D. Perlmutter and D. S. Kristol, J. Am. Chem. Soc., 1989, 111, 6765.
31. A. Harada, J. Li and M. Kamachi, Macromolecules, 1993, 26, 5698.
32. U. Narang, R. A. Dunbar, F. V. Bright and P. N. Prasad, Appl. Spectrosc., 1993, 47, 1700. For another example in which pure β-CD, entrapped in a sol-gel glass, is used for the detection of pyrene, see: K. Matsai, Langmuir, 1992, 8, 673.
33. U. Narang, R. A. Dunbar, F. V. Bright and P. N. Prasad, Appl. Spectrosc., 1993, 47, 1700. For another example in which pure β-CD, entrapped in a sol-gel glass, is used for the detection of pyrene, see: K. Matsai, Langmuir, 1992, 8, 673.
34. W. H. Myers and G. J. Robertson, J. Am. Chem. Soc., 1943, 65, 8.
35. J. H. Boyer and J. Hamer, J. Am. Chem. Soc., 1955, 77, 952.
36. B. Carboni, M. Vaultier and R. Carrié, Tetrahedron, 1987, 43(8), 1799.
37. A. R. van Doorn, W. Verboom, S. Harkema and D. N. Reinhoudt, Synthesis, 1992, 119.
38. P. Huszthy, J. S. Bradshaw, L. Y. Zhu and R. M. Izatt, J. Org. Chem., 1991, 56, 3330.